Selective hydroboration of alkene with sodium  malonyloxyborohydride

Chin. J. Org. Chem. ›› 1999, Vol. 19 ›› Issue (1): 72-76. Previous Articles Next Articles

Original Articles

丙二酰氧基硼氢化钠与烯烃的选择性硼氢化

彭伟立;黄世文;单自兴;赵德杰

武汉大学化学系.武汉(430072)

发布日期:1999-02-25

Selective hydroboration of alkene with sodium malonyloxyborohydride

Peng Weili;Huang Shiwen;Shan Zixing;Zhao Dejie

Wuhan Univ, Dept Chem.Wuhan(430072)

Published:1999-02-25

Abstract

The preparation of sodium malonyloxyborohydride in situ and its selective hydroborating alkene are described. It is confirmed by chemical reaction that the hydroboration of aliphatic terminal alkenes such as 1-heptene with sodium malonyloxyborohydride in THF involves the addition of 98% of boron atom moitey to the terminal position on the double bond and 2% at the 2-position to yield monosubstituted organoboron compounds, i.e. sodium malonyloxyborohydride is a monofunctional hydroborating reagent.

Key words: SELECTIVITY, INFRARED SPECTROPHOTOMETRY, ACYLOXY, NMR SPECTROMETRY, HYDROBORATION, SODIUM BOROHYDRIDE, ALKENE

CLC Number:

O621

Cite this article

Peng Weili;Huang Shiwen;Shan Zixing;Zhao Dejie. Selective hydroboration of alkene with sodium malonyloxyborohydride[J]. Chin. J. Org. Chem., 1999, 19(1): 72-76.

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丙二酰氧基硼氢化钠与烯烃的选择性硼氢化

Selective hydroboration of alkene with sodium malonyloxyborohydride

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